diff --git a/cli/tests/unit/http_test.ts b/cli/tests/unit/http_test.ts
index 4a362a4796..d84a4bdd28 100644
--- a/cli/tests/unit/http_test.ts
+++ b/cli/tests/unit/http_test.ts
@@ -7,6 +7,7 @@ import {
   assert,
   assertEquals,
   assertThrowsAsync,
+  deferred,
   unitTest,
 } from "./test_util.ts";
 
@@ -450,3 +451,93 @@ unitTest(
     }
   },
 );
+
+unitTest(
+  { perms: { net: true } },
+  // Issue: https://github.com/denoland/deno/issues/10930
+  async function httpServerStreamingResponse() {
+    // This test enqueues a single chunk for readable
+    // stream and waits for client to read that chunk and signal
+    // it before enqueueing subsequent chunk. Issue linked above
+    // presented a situation where enqueued chunks were not
+    // written to the HTTP connection until the next chunk was enqueued.
+
+    let counter = 0;
+
+    const deferreds = [
+      deferred(),
+      deferred(),
+      deferred(),
+    ];
+
+    async function writeRequest(conn: Deno.Conn) {
+      const encoder = new TextEncoder();
+      const decoder = new TextDecoder();
+
+      const w = new BufWriter(conn);
+      const r = new BufReader(conn);
+      const body = `GET / HTTP/1.1\r\nHost: 127.0.0.1:4501\r\n\r\n`;
+      const writeResult = await w.write(encoder.encode(body));
+      assertEquals(body.length, writeResult);
+      await w.flush();
+      const tpr = new TextProtoReader(r);
+      const statusLine = await tpr.readLine();
+      assert(statusLine !== null);
+      const headers = await tpr.readMIMEHeader();
+      assert(headers !== null);
+
+      const chunkedReader = chunkedBodyReader(headers, r);
+      const buf = new Uint8Array(5);
+      const dest = new Buffer();
+      let result: number | null;
+      while ((result = await chunkedReader.read(buf)) !== null) {
+        const len = Math.min(buf.byteLength, result);
+        await dest.write(buf.subarray(0, len));
+        // Resolve a deferred - this will make response stream to
+        // enqueue next chunk.
+        deferreds[counter - 1].resolve();
+      }
+      return decoder.decode(dest.bytes());
+    }
+
+    function periodicStream() {
+      return new ReadableStream({
+        start(controller) {
+          controller.enqueue(`${counter}\n`);
+          counter++;
+        },
+
+        async pull(controller) {
+          if (counter >= 3) {
+            return controller.close();
+          }
+
+          await deferreds[counter - 1];
+
+          controller.enqueue(`${counter}\n`);
+          counter++;
+        },
+      }).pipeThrough(new TextEncoderStream());
+    }
+
+    const listener = Deno.listen({ port: 4501 });
+    const finished = (async () => {
+      const conn = await listener.accept();
+      const httpConn = Deno.serveHttp(conn);
+      const requestEvent = await httpConn.nextRequest();
+      const { respondWith } = requestEvent!;
+      await respondWith(new Response(periodicStream()));
+      httpConn.close();
+    })();
+
+    // start a client
+    const clientConn = await Deno.connect({ port: 4501 });
+
+    const r1 = await writeRequest(clientConn);
+    assertEquals(r1, "0\n1\n2\n");
+
+    await finished;
+    clientConn.close();
+    listener.close();
+  },
+);
diff --git a/runtime/ops/http.rs b/runtime/ops/http.rs
index 11e83f6c77..3e8a4ada78 100644
--- a/runtime/ops/http.rs
+++ b/runtime/ops/http.rs
@@ -502,6 +502,9 @@ async fn op_http_response_write(
   let mut send_data_fut = body.send_data(Vec::from(&*buf).into()).boxed_local();
 
   poll_fn(|cx| {
+    let r = send_data_fut.poll_unpin(cx).map_err(AnyError::from);
+
+    // Poll connection so the data is flushed
     if let Poll::Ready(Err(e)) = conn_resource.poll(cx) {
       // close ConnResource
       // close RequestResource associated with connection
@@ -509,7 +512,7 @@ async fn op_http_response_write(
       return Poll::Ready(Err(e));
     }
 
-    send_data_fut.poll_unpin(cx).map_err(AnyError::from)
+    r
   })
   .await?;